Effect of ketoprofen-based ionic liquids on secondary structure and thermal stability of human serum albumin
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Effect of ketoprofen‑based ionic liquids on secondary structure and thermal stability of human serum albumin Proletina Kardaleva1 · Maya Guncheva1 · Svetla Todinova2 · Ivan Angelov1 · Paula Ossowicz3 · Ewa Janus3 Received: 29 November 2019 / Accepted: 22 July 2020 / Published online: 30 October 2020 © Akadémiai Kiadó, Budapest, Hungary 2020
Abstract This is the first study on the interactions of ionic liquids (ILs) composed of cations amino acid esters and anion ketoprofen (KETO) with human serum albumin (HSA). The effect of the ILs on the thermal unfolding of the HSA was negligible in comparison with that of the KETO. For the IL series, the denaturating transitions tend to shift to lower temperatures by 1–3 °C. The secondary structure analyses have shown that KETO, [L-LeuOEt][KETO] and [L-ValOBu][KETO] cause folding, and HSA molecule becomes more coiled. In the presence of [L-ValOPr][KETO] and [L-ValOiPr][KETO], HSA structure although partially unfolded seemed very close to that of the native protein. In contrast, [L-ValOEt][KETO] induces the same conformational changes of HSA as ketoprofen. For the latter, we performed binding assays and we found that the affinity of the HSA to bind the IL is comparable to that for the ketoprofen. The estimated binding constants were 3.1 × 104 and 1.4 × 104 L mol−1 for ketoprofen and [L-ValOEt][KETO], respectively. This study on KETO-ILs could be a basis to the development of a new drug formulation. Keywords Ketoprofen-based ionic liquids · Bovine serum albumin · Thermal unfolding · Secondary structure
Introduction Ionic liquids (ILs) are organic salts that are typically comprised of bulky asymmetric organic cations and inorganic or organic anion [1]. Depending on their structure, they are having versatile physicochemical characteristics and applications [1]. In the recent decade, ILs have attracted an exponentially increasing interest for application in the field of biotechnology Electronic supplementary material The online version of this article (https://doi.org/10.1007/s10973-020-10111-4) contains supplementary material, which is available to authorized users. * Maya Guncheva [email protected] 1
Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Str. bl. 9, 1113 Sofia, Bulgaria
2
Institute of Biophysics and Biomedical Engineering, Bulgarian Academy of Sciences, Acad. G. Bonchev Str., bl. 21, 1113 Sofia, Bulgaria
3
Department of Organic Chemical Technology and Polymer Materials, Faculty of Chemical Technology and Engineering, West Pomeranian University of Technology, Szczecin Piastów Ave. 42, 71‑065 Szczecin, Poland
and medicine [2]. Numerous studies reveal the potential of some ILs to stabilize insulin, lysozyme, lipases and other therapeutic proteins and enzymes [3–5]. ILs have been successfully applied as selective and non-toxic solvents for isolation of RNA, DNA, therapeutic proteins and other biomolecules and are able to preserve the structure of bioactivity of the target components [6–8]. IL
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